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Journal articles on the topic 'Amide cinnamic acid derivatives'

Author: Grafiati

Published: 24 April 2022

Last updated: 30 July 2025

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1

Todorova, Daniela, Maria Tupova, Veneta Zapreva, Tsenka Milkova, and Atanas Kujumdjiev. "Transformation of Aminosteroids into Pharmacologically Active Amides of Phenolic Acids." Zeitschrift für Naturforschung C 54, no. 1-2 (1999): 65–69. http://dx.doi.org/10.1515/znc-1999-1-212.

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Amides of cinnamic acid derivatives with 3α-and 3β-cholestanylamines, as well as with 3α-and 3β-amino-(2’-aminoethyl)-cholest-5-en were synthesized using dicyclohexylcarbodiimide (DCC) and 1-hydroxy-benzotriazole as efficient additives. Their structure was determined by UV and 1HNMR . 3β-Amino-(2’-aminoethyl)-cholest-5-en, amides of p-hydroxy-cinnamic acid 4 and 9, and N-cholest-5-en-3α-aminoethyl-di-(3’’,-phenyl-trans-2’’-propene)-amide 10 showed moderate antibacterial activity against Staphylococcus aureus

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Nimse, Satish Balasaheb, Dilipkumar Pal, Avijit Mazumder, and Rupa Mazumder. "Synthesis of Cinnamanilide Derivatives and Their Antioxidant and Antimicrobial Activity." Journal of Chemistry 2015 (2015): 1–5. http://dx.doi.org/10.1155/2015/208910.

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The amide derivatives of cinnamic acid were synthesized and their antimicrobial and antioxidant activities were investigated. The investigation of antimicrobial potentials of the compounds demonstrated a strong activity against 21 bacterial strains comprising Gram-positive and Gram-negative bacteria. Compounds2a,2b, and3bshowed strong antimicrobial activity against all microorganisms with the pMIC value ranging from 2.45 to 3.68. Compounds2a,3a, and3bdemonstrated strong antioxidant activity with % inhibition of the DPPH radical of 51% (±1.14), 41% (±1.01), and 50% (±1.23), respectively. These

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3

Geetika, Vaisnav, K. Chakraborty Anup, and Karole Sarita. "Design, synthesis and evaluation of some novel derivatives of cinnamic acid as anti-inflammatory agents." World Journal of Biology Pharmacy and Health Sciences 14, no. 1 (2023): 088–96. https://doi.org/10.5281/zenodo.8037041.

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The role of Cinnamic acid derivatives as antioxidants, antimicrobial agents, antidiabetic drugs, anticancer drugs etc. is well reported. A thorough literature search revealed that the substitution on carboxylic acid group of Cinnamic acids by different amines imparts the potent conjugates. The quest for the design of effective anti-inflammatory drugs is still the primal focus of several research works world-wide owing to the side effects associated with the existing drugs. The side effects of the existing drugs are associated with the presence of the free carboxyl group in the molecules. In th

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Geetika Vaisnav, Anup K Chakraborty, and Sarita Karole. "Design, synthesis and evaluation of some novel derivatives of cinnamic acid as anti-inflammatory agents." World Journal of Biology Pharmacy and Health Sciences 14, no. 1 (2023): 088–96. http://dx.doi.org/10.30574/wjbphs.2023.14.1.0164.

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The role of Cinnamic acid derivatives as antioxidants, antimicrobial agents, antidiabetic drugs, anticancer drugs etc. is well reported. A thorough literature search revealed that the substitution on carboxylic acid group of Cinnamic acids by different amines imparts the potent conjugates. The quest for the design of effective anti-inflammatory drugs is still the primal focus of several research works world-wide owing to the side effects associated with the existing drugs. The side effects of the existing drugs are associated with the presence of the free carboxyl group in the molecules. In th

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5

Rasyid, Herlina, Teni Ernawati, and Indah Muthmainnah Monoarfa. "2-Cinnamamido-4-Methylpentanamide and N-(2-Hydroxypropanoyl)Cinnamamide: Synthesis, Characterization, and Molecular Docking Studies Through PBP2a Protein." Molekul 19, no. 2 (2024): 262. http://dx.doi.org/10.20884/1.jm.2024.19.2.10154.

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ABSTRACT. Cinnamic acid has been found in several types of plants and has a diverse spectrum of bioactivity. Derivatization of cinnamic acid related to the improving bioactivity of a compound. Cinnamic acid can be found as an acid or in conjugated form with amides, esters, aldehydes. This research focus on the synthesis of amide derivatives of cinnamic acid to improve the bioactivity. Two compounds namely 2-cinnamamido-4-methylpentanamide (1a) and N-(2-hydroxypropanoyl)cinnamamide (1b) were carried out through amidation reaction using carbodiimide coupling reagent for 24 hours. The synthesized

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6

Fotopoulos, Ioannis, Eleni Pontiki, and Dimitra Hadjipavlou Litina. "Targeting Inflammation with Conjugated Cinnamic Amides, Ethers and Esters." Letters in Drug Design & Discovery 17, no. 1 (2019): 3–11. http://dx.doi.org/10.2174/1570180816666181129125511.

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Background: Cinnamic acid is a key intermediate in shikimate and phenylpropanoid pathways. It is found both in free form, and especially in the form of esters in various essential oils, resins and balsams which are very important intermediates in the biosynthetic pathway of several natural products. The cinnamic derivatives play a vital role in the formation of commercially important intermediate molecules which are necessary for the production of different bioactive compounds and drugs. Different substitutions on basic moiety lead to various biological activities. Furthermore, combination of

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Kabat, Małgorzata, Justyna Popiół, and Agnieszka Gunia-Krzyżak. "Cinnamic Acid Derivatives as Potential Multifunctional Agents in Cosmetic Formulations Used for Supporting the Treatment of Selected Dermatoses." Molecules 29, no. 23 (2024): 5806. https://doi.org/10.3390/molecules29235806.

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Cinnamic acid and its natural derivatives were primarily used in cosmetics as fragrance materials as well as skin and hair conditioners. Nowadays, not only natural but also synthetic cinnamic acid derivatives are used as active ingredients of cosmetic formulations. They still serve as fragrance ingredients but also as active ingredients supporting the treatment of selected dermatoses such as acne vulgaris, atopic dermatitis, and hyperpigmentation. They are also commonly used in anti-aging cosmetic formulations. On the other hand, several cinnamic acid derivatives used as fragrances in cosmetic

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8

Menezes, José C. J. M. D. S., and Vinícius R. Campos. "Bench to Any Side—The Pharmacology and Applications of Natural and Synthetic Alkylated Hydroxy Cinnamates and Cinnamides." Compounds 4, no. 4 (2024): 729–76. https://doi.org/10.3390/compounds4040044.

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Natural alkylated hydroxy cinnamates (AHCs) isolated from medicinal plants and the thereby designed and synthesized cinnamides are derivatives of hydroxy cinnamic acids such as p-coumaric, sinapic, ferulic, and caffeic acids, which are naturally derived from human dietary sources. The pharmacological properties displayed by AHCs based on their inherent structure range include antioxidant, antimicrobial, antiplasmodial, anti-tyrosinase, Alzheimer’s and Parkinson’s disease therapy, anticancer therapy, metabolic disease therapy, and biopesticides, which have not been reviewed together. Based on t

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9

Gür, Zehra Tuğçe, Fatma Sezer Şenol, Suhaib Shekfeh, İlkay Erdoğan Orhan, Erden Banoğlu, and Burcu Çalişkan. "Novel Piperazine Amides of Cinnamic Acid Derivatives as Tyrosinase Inhibitors." Letters in Drug Design & Discovery 16, no. 1 (2018): 36–44. http://dx.doi.org/10.2174/1570180815666180420105652.

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Background: A series of novel cinnamic acid piperazine amide derivatives has been designed and synthesized, and their biological activities were also evaluated as potential tyrosinase inhibitors. Methods: Compounds 9, 11 and 17 showed the most potent biological activity (IC50 = 66.5, 61.1 and 66 &#181;M, respectively). In silico docking simulation was performed to position compound 11 into the Agaricus bisporus mushroom tyrosinase’s active site to determine the putative binding interactions. Results and Conclusion: The results indicated that compound 11 could serve as a promising lead comp

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Pangaribowo, Dian Agung, Fathunnisa Fathunnisa, Ari Satia Nugraha, Ayik Rosita Puspaningtyas, and Indah Purnama Sary. "Structure Modification of Cinnamic Acid to (E)-1-(3,4-dihydroisoquinoline-2(1H)-yl)-3-phenylprop-2-en-1-one and Antioxidant Activity Test by DPPH Method." Borneo Journal of Pharmacy 7, no. 3 (2024): 254–63. http://dx.doi.org/10.33084/bjop.v7i3.6163.

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Antioxidants can protect cells from free radical damage by stabilizing them. One of the compounds that has antioxidant activity is cinnamic acid. Cinnamic acid and its derivatives have several activities: antibacterial, anticancer, and antioxidant. However, the ability of cinnamic acid to capture free radicals is still relatively low. One of the efforts that can be made to increase the antioxidant activity of cinnamic acid is to modify its structure. Structure modification is an effort to improve the pharmacological activity of a compound through chemical synthesis reactions. The cinnamic acid

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11

Chavarria, Fernandes, Aguiar, et al. "Insights into the Discovery of Novel Neuroprotective Agents: A Comparative Study between Sulfanylcinnamic Acid Derivatives and Related Phenolic Analogues." Molecules 24, no. 23 (2019): 4405. http://dx.doi.org/10.3390/molecules24234405.

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Exogenous antioxidants may be beneficial therapeutic tools to tackle the oxidative damage in neurodegenerative diseases by regulation of the redox state that is critical for cell viability and organ function. Inspired by natural plant polyphenols, a series of cinnamic acid-based thiophenolic and phenolic compounds were synthesized and their antioxidant and neuroprotective properties were studied. In general, our results showed that the replacement of the hydroxyl group (OH) by a sulfhydryl group (SH) increased the radical scavenging activity and enhanced the reaction rate with 1,1-diphenyl-2-p

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12

Nazir, Yasir, Hummera Rafique, Sadia Roshan, et al. "Molecular Docking, Synthesis, and Tyrosinase Inhibition Activity of Acetophenone Amide: Potential Inhibitor of Melanogenesis." BioMed Research International 2022 (January 11, 2022): 1–10. http://dx.doi.org/10.1155/2022/1040693.

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Tyrosinase and its related proteins are responsible for pigmentation disorders, and inhibiting tyrosinase is an established strategy to treat hyperpigmentation. The carbonyl scaffolds can be effective inhibitors of tyrosinase activity, and the fact that both benzoic and cinnamic acids are safe natural substances with such a scaffolded structure, it was speculated that hydroxyl-substituted benzoic and cinnamic acid derivatives may exhibit potent tyrosinase inhibitory activity. These moieties were incorporated into new chemotypes that displayed in vitro inhibitory effect against mushroom tyrosin

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13

Ramazani, Ali, Yavar Ahmadi, and Fatemeh Zeinali Nasrabadi. "Four-component Synthesis of 1,3,4-Oxadiazole Derivatives from (N-Isocyanimino)triphenylphosphorane, (E)-Cinnamic Acids, Acetaldehyde and Secondary Amines." Zeitschrift für Naturforschung B 66, no. 2 (2011): 184–90. http://dx.doi.org/10.1515/znb-2011-0211.

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The 1 : 1 iminium intermediate, generated by the addition of a secondary amine to acetaldehyde is trapped by the (N-isocyanimino)triphenylphosphorane in the presence of an (E)-cinnamic acid derivative, leading to the formation of the corresponding iminophosphorane intermediate. Disubstituted 1,3,4-oxadiazole derivatives are formed via intramolecular aza-Wittig reaction of the iminophosphorane intermediates. The reactions were completed under neutral conditions at room temperature, and the corresponding disubstituted 1,3,4-oxadiazole derivatives were produced in excellent yields.

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14

Acosta Ortiz, Ricardo, Jorge Luis Robles Olivares, and Roberto Yañez Macias. "Synthesis and Thiol-Ene Photopolymerization of Bio-Based Hybrid Aromatic–Aliphatic Monomers Derived from Limonene, Cysteamine and Hydroxycinnamic Acid Derivatives." Polymers 16, no. 23 (2024): 3295. http://dx.doi.org/10.3390/polym16233295.

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Three novel bio-based monomers were synthesized through an amidation reaction involving allylated derivatives of coumaric, ferulic and phloretic acid and a diamine obtained from a thiol-ene coupling reaction between limonene and cysteamine. The monomers containing the enone bond of the cinnamic moiety underwent photoisomerization and photocycloaddition reactions upon UV light irradiation. All three monomers were photocured via thiol-ene photopolymerization using a glycerol-derived trifunctional thiol, resulting in fully bio-based poly(amide–thioether)s. The polymers derived from monomers that

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15

Yu, Jiahui, Jingchen Xie, Miao Sun, et al. "Plant-Derived Caffeic Acid and Its Derivatives: An Overview of Their NMR Data and Biosynthetic Pathways." Molecules 29, no. 7 (2024): 1625. http://dx.doi.org/10.3390/molecules29071625.

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In recent years, caffeic acid and its derivatives have received increasing attention due to their obvious physiological activities and wide distribution in nature. In this paper, to clarify the status of research on plant-derived caffeic acid and its derivatives, nuclear magnetic resonance spectroscopy data and possible biosynthetic pathways of these compounds were collected from scientific databases (SciFinder, PubMed and China Knowledge). According to different types of substituents, 17 caffeic acid and its derivatives can be divided into the following classes: caffeoyl ester derivatives, ca

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16

Ashraf, Zaman, Daeyoung Kim, Sung-Yum Seo, and Sung Kwon Kang. "Synthesis and crystal structures of the potential tyrosinase inhibitorsN-(4-acetylphenyl)-2-chloroacetamide and 2-(4-acetylanilino)-2-oxoethyl cinnamate." Acta Crystallographica Section C Structural Chemistry 72, no. 2 (2016): 94–98. http://dx.doi.org/10.1107/s205322961502433x.

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Substituted benzoic acid and cinnamic acid esters are of interest as tyrosinase inhibitors and the development of such inhibitors may help in diminishing many dermatological disorders. The tyrosinase enzyme has also been linked to Parkinson's disease. In view of hydroxylated compounds having ester and amide functionalities to potentially inhibit tyrosinase, we herein report the synthesis and crystal structures of two amide-based derivatives, namelyN-(4-acetylphenyl)-2-chloroacetamide, C10H10ClNO2, (I), and 2-(4-acetylanilino)-2-oxoethyl cinnamate, C19H17NO4, (II). In compound (I), the acetylph

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17

Kaur, Nareeta, Jiyauddin Khan, Mohammed Kaleemullah, et al. "Synthesis of cinnamic acid amide derivatives and the biological evaluation of A-Glucosidase inhibitory activity." International Journal of Medical Toxicology & Legal Medicine 21, no. 3and4 (2018): 216. http://dx.doi.org/10.5958/0974-4614.2018.00071.2.

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18

Luo, Yin, Yushun Yang, Wenguang Hou, and Jie Fu. "Novel Algicides against Bloom-Forming Cyanobacteria from Allelochemicals: Design, Synthesis, Bioassay, and 3D-QSAR Study." Biology 10, no. 11 (2021): 1145. http://dx.doi.org/10.3390/biology10111145.

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Cyanobacteria bloom caused by water eutrophication has threatened human health and become a global environmental problem. To develop green algicides with strong specificity and high efficiency, three series of ester and amide derivatives from parent allelochemicals of caffeic acid (CA), cinnamic acid (CIA), and 3-hydroxyl-2-naphthoic acid (HNA) were designed and synthesized. Their inhibitory effects on the growth of five harmful cyanobacterial species, Microcystis aeruginosa (M. aeruginosa), Microcystis wesenbergii (M. wesenbergii), Microcystis flos-aquae (M. flos-aquae), Aphanizomenon flos-aq

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Lohani, Hema, Arvind Kumar, Vinod Bidarakundi, Lalit Agrawal, Syed Zafar Haider, and Nirpendra Kumar Chauhan. "Identification of Fatty Acids, Amides and Cinnamic Acid Derivatives in Supercritical-CO2 Extracts of Cinnamomum tamala Leaves Using UPLC-Q-TOF-MSE Combined with Chemometrics." Molecules 29, no. 16 (2024): 3760. http://dx.doi.org/10.3390/molecules29163760.

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Cinnamomum tamala leaf (CTL), also known as Indian bay leaf, is used all over the world for seasoning, flavoring, and medicinal purposes. These characteristics could be explained by the presence of several essential bioactive substances and lipid derivatives. In this work, rapid screening and identification of the chemical compounds in supercritical (SC)-CO2 extracts of CTL by use of UPLC-Q-TOF-MSE with a multivariate statistical analysis approach was established in both negative and positive mode. A total of 166 metabolites, including 66 monocarboxylic fatty acids, 52 dicarboxylic fatty acids

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N.M., Fawzy, M. Nasef A., M.M.E-Baroudy, M. Soliman A., and S. Aly Magdy. "New Studying for One-pot Multicomponent Reactions to Prepare Novel Furochromone Compounds with Antitumor Activity." Chemistry Research Journal 2, no. 5 (2017): 293–308. https://doi.org/10.5281/zenodo.13952196.

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The refluxing of furochromone carboxaldehyde (1) and dimethyl acetylene dicarboxylate with amine derivatives namely <em>m</em>-nitroanilline, <em>p</em>-methylanilline, <em>o</em>-aminophenol, <em>o</em>-anisidine and <em>p</em>-anisidine to give compounds (2a-e). While the reaction of mixture of furochromone carboxaldehyde (1) with dimethyl acetylendicarboxylate in the presence of cyclohexyl isocyanide to afford compound (3). The reaction mixture of furochromone carboxaldehyde (1), cyclohexyl isocyanide with cinnamic acid, chlorocarboxylic acid and/ or benzoic acid respectively to give compou

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Pietrzak, Marek, and Beata Jędrzejewska. "Aromatic Amines in Organic Synthesis Part III; p-Aminocinnamic Acids and Their Methyl Esters." Applied Sciences 14, no. 14 (2024): 6032. http://dx.doi.org/10.3390/app14146032.

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Fifteen amine derivatives of cinnamic acid were synthesized by reaction of the corresponding benzaldehydes and malonic acid. The selected acids were then converted into methyl esters. Three esterification methods were tested with (1) thionyl chloride in methanol, (2) sulfuric acid in methanol, and (3) dimethyl sulfate in acetone. The latter method turned out to be the best, both in terms of reaction efficiency and product purity. The chemical structure and purity of all the synthesized compounds were verified by elemental analysis, 1H and 13C NMR, and IR spectroscopy. The cinnamic acids and th

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Shollar, Mohammad Moatz, Joumaa Merza, Maher Darwish, and Mohammad Keshe. "Synthesis, characterization, and biological evaluation of novel cinnamic acid derivatives: cinnamoyl-metronidazole ester and cinnamoyl-memantine amide." Heliyon 10, no. 9 (2024): e29851. http://dx.doi.org/10.1016/j.heliyon.2024.e29851.

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23

Voynikov, Yulian, Paraskev Nedialkov, Reneta Gevrenova, Dimitrina Zheleva-Dimitrova, Vessela Balabanova, and Ivan Dimitrov. "UHPLC-Orbitrap-MS Tentative Identification of 51 Oleraceins (Cyclo-Dopa Amides) in Portulaca oleracea L. Cluster Analysis and MS2 Filtering by Mass Difference." Plants 10, no. 9 (2021): 1921. http://dx.doi.org/10.3390/plants10091921.

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Oleraceins are a class of indoline amide glycosides found in Portulaca oleracea L. (Portulacaceae), or purslane. These compounds are characterized by 5,6-dihydroxyindoline-2-carboxylic acid N-acylated with cinnamic acid derivatives, and many are glucosylated. Herein, hydromethanolic extracts of the aerial parts of purslane were subjected to UHPLC-Orbitrap-MS analysis, in negative ionization mode. Diagnostic ion filtering (DIF), followed by diagnostic difference filtering (DDF), were utilized to automatically filter out MS data and select plausible oleracein structures. After an in-depth MS2 an

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24

Añón, M. T., A. Ubeda, and M. J. Alcaraz. "Protective Effects of Phenolic Compounds on CCl4-Induced Toxicity in Isolated Rat Hepatocytes." Zeitschrift für Naturforschung C 47, no. 3-4 (1992): 275–79. http://dx.doi.org/10.1515/znc-1992-3-417.

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Abstract The protective effects of a series of phenolic compounds, phenolic acids and flavonoids on the cytotoxicity of CCl4 in rat hepatocytes were studied. A number of flavones, 7,8-dihydroxyflavone, luteolin and hypolaetin-8-glucoside, flavonols, morin, quercetin, robinetin and gossypin, phenolic acids, gallic, caffeic and chlorogenic acids, as well as the flavane ( + )-catechin significantly inhibited alanine amine transferase (ALT) release. Catechol groups are determinant for the protective activity of flavonoids and cinnamic acid derivatives, as well as the resorcinol or pyrogallol moiet

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Saragatsis, Michail, and Eleni Pontiki. "Synthesis and Antioxidant Activities of Novel Pyrimidine Acrylamides as Inhibitors of Lipoxygenase: Molecular Modeling and In Silico Physicochemical Studies." Molecules 29, no. 6 (2024): 1189. http://dx.doi.org/10.3390/molecules29061189.

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The pyrimidine ring is present in various biomolecules such as DNA and RNA bases, aminoacids, vitamins, etc. Additionally, many clinically used drugs including methotrexate and risperidone contain the pyrimidine heterocyclic scaffold as well. Pyrimidine derivatives present diverse biological activities including antioxidant and anticancer activities and can be considered as privileged scaffolds in drug discovery for the treatment of various diseases. Piperidine pyrimidine amides have gained significant attention due to their enzymatic inhibitory activity. Based on our experience and ongoing in

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Marinović, Marina, Ivana Perković, Diana Fontinha, et al. "Novel Harmicines with Improved Potency against Plasmodium." Molecules 25, no. 19 (2020): 4376. http://dx.doi.org/10.3390/molecules25194376.

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Harmicines represent hybrid compounds composed of β-carboline alkaloid harmine and cinnamic acid derivatives (CADs). In this paper we report the synthesis of amide-type harmicines and the evaluation of their biological activity. N-harmicines 5a–f and O-harmicines 6a–h were prepared by a straightforward synthetic procedure, from harmine-based amines and CADs using standard coupling conditions, 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo [4,5-b]pyridinium 3-oxid hexafluorophosphate (HATU) and N,N-diisopropylethylamine (DIEA). Amide-type harmicines exerted remarkable activity against the er

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Chochkova, Maya G., Petranka P. Petrova, Boyka M. Stoykova та ін. "Structure-Activity Relationships ofN-Cinnamoyl and Hydroxycinnamoyl Amides onα-Glucosidase Inhibition". Journal of Chemistry 2017 (2017): 1–5. http://dx.doi.org/10.1155/2017/6080129.

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Currently, there is an increasing interest towardsα-glucosidase inhibition of various diseases including diabetes mellitus type 2, cancer, HIV, and B- and C-type viral hepatitis. Cinnamic acid derivatives have been shown to be potentially valuable as a new group ofα-glucosidase inhibitors. Therefore, herein, theα-glucosidase inhibitory activity oftrans-N-cinnamoyl and hydroxycinnamoyl amides was studied in vitro. Results revealed that the tested hydroxycinnamoyl amides (1–16) inhibiteda-glucosidase with IC50s ranging between 0.76 and 355.1 μg/ml. Compounds1,2,5,6,9,14, and15showed significant

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Mabeta, Peace, Kristina Pavić, and Branka Zorc. "Insights into the mechanism of antiproliferative effects of primaquine-cinnamic acid conjugates on MCF-7 cells." Acta Pharmaceutica 68, no. 3 (2018): 337–48. http://dx.doi.org/10.2478/acph-2018-0021.

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Abstract In our previous paper, we showed that three primaquine-cinnamic acid conjugates composed of primaquine (PQ) residue and cinnamic acid derivatives (CADs) bound directly by an amide linkage (1) or through an acylsemicarbazide spacer (2 and 3) had significant growth inhibitory effects on some cancer cell lines. Compound 1 induced significant growth inhibition in the colorectal adenocarcinoma (SW620), human breast adenocarcinoma (MCF-7) and cervical carcinoma (HeLa) cell lines, while compounds 2 and 3 selectively inhibited the growth of MCF-7 cells. To better understand the underlying mec

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Żołnowska, Beata, Jarosław Sławiński, Katarzyna Garbacz, Małgorzata Jarosiewicz, and Anna Kawiak. "N-(2-Arylmethylthio-4-Chloro-5-Methylbenzenesulfonyl)amide Derivatives as Potential Antimicrobial Agents—Synthesis and Biological Studies." International Journal of Molecular Sciences 21, no. 1 (2019): 210. http://dx.doi.org/10.3390/ijms21010210.

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Rising resistance of pathogenic bacteria reduces the options of treating hospital and non-hospital bacterial infections. There is a need to search for newer chemotherapies that will show antimicrobial ability against planktonic cells as well as bacterial biofilms. We have synthesized a series of N-(2-arylmethylthio-4-chloro-5-methylbenzenesulfonyl)amides, namely, molecular hybrids, which include a 2-mercaptobenzenosulfonamide fragment and either cinnamic or cyclohexylpropionic acid residues. The antimicrobial activity of compounds 8–17 was evaluated on Gram-positive, Gram-negative bacteria and

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Narasimhan, Balasubramanian, Deepak Belsare, Devayani Pharande, Vishnukant Mourya, and Avinash Dhake. "Esters, amides and substituted derivatives of cinnamic acid: synthesis, antimicrobial activity and QSAR investigations." European Journal of Medicinal Chemistry 39, no. 10 (2004): 827–34. http://dx.doi.org/10.1016/j.ejmech.2004.06.013.

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Theodosis-Nobelos, Panagiotis, Georgios Papagiouvannis, Paraskevi Tziona, Panos N. Kourounakis, and Eleni A. Rekka. "Antioxidant Serine-(NSAID) Hybrids with Anti-Inflammatory and Hypolipidemic Potency." Molecules 26, no. 13 (2021): 4060. http://dx.doi.org/10.3390/molecules26134060.

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A series of L-serine amides of antioxidant acids, such as Trolox, (E)-3-(3,5-di-tert-butyl-4-hydroxyphenyl)acrylic acid (phenolic derivative of cinnamic acid) and 3,5-di-tert-butyl-4-hydroxybenzoic acid (structurally similar to butylated hydroxytoluene), was synthesized. The hydroxy group of serine was esterified with two classical NSAIDs, ibuprofen and ketoprofen. The Trolox derivatives with ibuprofen (7) and ketoprofen (10) were the most potent inhibitors of lipid peroxidation (IC50 3.4 μΜ and 2.8 μΜ), several times more potent than the reference Trolox (IC50 25 μΜ). Most of the compounds de

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Nong, Wenqian, Anran Zhao, Jinrui Wei, Xiao Lin, Lisheng Wang, and Cuiwu Lin. "Synthesis and biological evaluation of a new series of cinnamic acid amide derivatives as potent haemostatic agents containing a 2-aminothiazole substructure." Bioorganic & Medicinal Chemistry Letters 27, no. 18 (2017): 4506–11. http://dx.doi.org/10.1016/j.bmcl.2017.07.058.

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Narra, Naganna, Shiva Shanker Kaki, Rachapudi Badari Narayana Prasad, et al. "Synthesis and evaluation of anti-oxidant and cytotoxic activities of novel 10-undecenoic acid methyl ester based lipoconjugates of phenolic acids." Beilstein Journal of Organic Chemistry 13 (January 4, 2017): 26–32. http://dx.doi.org/10.3762/bjoc.13.4.

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The synthesis of five novel methyl 10-undecenoate-based lipoconjugates of phenolic acids from undecenoic acid was carried out. Undecenoic acid was methylated to methyl 10-undecenoate which was subjected to a thiol–ene reaction with cysteamine hydrochloride. Further amidation of the amine was carried out with different phenolic acids such as caffeic, ferulic, sinapic, coumaric and cinnamic acid. All synthesized compounds were fully characterized and their structures were conﬁrmed by spectral data. The anti-oxidant activity of the synthesized lipoconjugates of phenolic acids was studied by the 2

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Wang, Jiawen, Ge Hong, Guoliang Li, Wenzhi Wang, and Tianjun Liu. "Novel Homo-Bivalent and Polyvalent Compounds Based on Ligustrazine and Heterocyclic Ring as Anticancer Agents." Molecules 24, no. 24 (2019): 4505. http://dx.doi.org/10.3390/molecules24244505.

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Bivalent and polyvalent inhibitors can be used as antitumor agents. In this experiment, eight ligustrazine dimers and seven ligustrazine tetramers linked by alkane diamine with different lengths of carbon chain lengths were synthesized. After screening their antiproliferation activities against five cancer cell lines, most ligustrazine derivatives showed better cytotoxicity than the ligustrazine monomer. In particular, ligustrazine dimer 8e linked with decane-1,10-diamine exhibited the highest cytotoxicity in FaDu cells with an IC50 (50% inhibiting concentration) value of 1.36 nM. Further mech

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Similie, Diana, Daliana Minda, Larisa Bora, et al. "An Update on Pentacyclic Triterpenoids Ursolic and Oleanolic Acids and Related Derivatives as Anticancer Candidates." Antioxidants 13, no. 8 (2024): 952. http://dx.doi.org/10.3390/antiox13080952.

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Cancer is a global health problem, with the incidence rate estimated to reach 40% of the population by 2030. Although there are currently several therapeutic methods, none of them guarantee complete healing. Plant-derived natural products show high therapeutic potential in the management of various types of cancer, with some of them already being used in current practice. Among different classes of phytocompounds, pentacyclic triterpenoids have been in the spotlight of research on this topic. Ursolic acid (UA) and its structural isomer, oleanolic acid (OA), represent compounds intensively stud

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Takao, Koichi, Kazuhiro Toda, Takayuki Saito, and Yoshiaki Sugita. "Synthesis of Amide and Ester Derivatives of Cinnamic Acid and Its Analogs: Evaluation of Their Free Radical Scavenging and Monoamine Oxidase and Cholinesterase Inhibitory Activities." Chemical and Pharmaceutical Bulletin 65, no. 11 (2017): 1020–27. http://dx.doi.org/10.1248/cpb.c17-00416.

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Kostopoulou, Ioanna, Andromachi Tzani, Konstantina Chronaki, et al. "Novel Multi-Target Agents Based on the Privileged Structure of 4-Hydroxy-2-quinolinone." Molecules 29, no. 1 (2023): 190. http://dx.doi.org/10.3390/molecules29010190.

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In this work, the privileged scaffold of 4-hydroxy-2quinolinone is investigated through the synthesis of carboxamides and hybrid derivatives, as well as through their bioactivity evaluation, focusing on the ability of the molecules to inhibit the soybean LOX, as an indication of their anti-inflammatory activity. Twenty-one quinolinone carboxamides, seven novel hybrid compounds consisting of the quinolinone moiety and selected cinnamic or benzoic acid derivatives, as well as three reverse amides are synthesized and classified as multi-target agents according to their LOX inhibitory and antioxid

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Papagiouvannis, Georgios, Panagiotis Theodosis-Nobelos, and Eleni A. Rekka. "Trolox, Ferulic, Sinapic, and Cinnamic Acid Derivatives of Proline and GABA with Antioxidant and/or Anti-Inflammatory Properties." Molecules 29, no. 16 (2024): 3763. http://dx.doi.org/10.3390/molecules29163763.

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Degenerative conditions, such as neurodegenerative disorders (Alzheimer’s disease (AD), Parkinson’s disease (PD)) and cardiovascular diseases, are complex, multifactorial disorders whose pathophysiology has not been fully elucidated yet. As a result, the available treatment options cannot eliminate these diseases radically, but only alleviate the symptoms. Both inflammatory processes and oxidation are key factors in the development and evolution of neurodegeneration, while acetylcholinesterase inhibitors are the most used therapeutic options against AD. In this work, following the multi-target

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Gao, Xiaohui, Jingjing Tang, Haoran Liu, Linbo Liu, Lu Kang, and Wen Chen. "Structure–activity relationship investigation of tertiary amine derivatives of cinnamic acid as acetylcholinesterase and butyrylcholinesterase inhibitors: compared with that of phenylpropionic acid, sorbic acid and hexanoic acid." Journal of Enzyme Inhibition and Medicinal Chemistry 33, no. 1 (2018): 519–24. http://dx.doi.org/10.1080/14756366.2018.1436053.

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Zeiss, Dylan R., Msizi I. Mhlongo, Fidele Tugizimana, Paul A. Steenkamp, and Ian A. Dubery. "Metabolomic Profiling of the Host Response of Tomato (Solanum lycopersicum) Following Infection by Ralstonia solanacearum." International Journal of Molecular Sciences 20, no. 16 (2019): 3945. http://dx.doi.org/10.3390/ijms20163945.

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Tomato (Solanum lycopersicum) is an important dietary source of bioactive phytochemicals and active breeding programs constantly produce new cultivars possessing superior and desirable traits. The phytopathogenic Ralstonia solanacearum, the causal agent of bacterial wilt, is a highly destructive bacterial disease with a high economic impact on tomato production. This study followed an untargeted metabolomic approach involving four tomato cultivars and aimed at the identification of secondary metabolites involved in plant defense after infection with R. solanacearum. Liquid chromatography coupl

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Gao, Xiao‐Hui, Jing‐Jing Tang, Hao‐Ran Liu, Lin‐Bo Liu, and Ying‐Zi Liu. "Structure–activity study of fluorine or chlorine‐substituted cinnamic acid derivatives with tertiary amine side chain in acetylcholinesterase and butyrylcholinesterase inhibition." Drug Development Research 80, no. 4 (2019): 438–45. http://dx.doi.org/10.1002/ddr.21515.

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Theodosis-Nobelos, Panagiotis, Gabriel Marc, and Eleni A. Rekka. "Design, Synthesis and Evaluation of Antioxidant and NSAID Derivatives with Antioxidant, Anti-Inflammatory and Plasma Lipid Lowering Effects." Molecules 29, no. 5 (2024): 1016. http://dx.doi.org/10.3390/molecules29051016.

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Amides containing methyl esters of γ-aminobutyric acid (GABA), L-proline and L-tyrosine, and esters containing 3-(pyridin-3-yl)propan-1-ol were synthesized by conjugation with 3,5-di-tert-butyl-4-hydroxybenzoic, an NSAID (tolfenamic acid), or 3-phenylacrylic (cinnamic, (E)-3-(3,4-dimethoxyphenyl)acrylic and caffeic) acids. The rationale for the conjugation of such moieties was based on the design of structures with two or more molecular characteristics. The novel compounds were tested for their antioxidant, anti-inflammatory and hypolipidemic properties. Several compounds were potent antioxida

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Ramazani, Ali, Yavar Ahmadi, and Roghayeh Tarasi. "Efficient one-pot synthesis of disubstituted 1,3,4-oxadiazole derivatives from the reaction of (N-isocyanimino)triphenylphosphorane, acetaldehyde, a secondary amine, and an electron-poor (E)-cinnamic acid." Heteroatom Chemistry 22, no. 1 (2010): 79–84. http://dx.doi.org/10.1002/hc.20660.

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Luo, Xiaoyu, and Loong-Tak Lim. "Cinnamil- and Quinoxaline-Derivative Indicator Dyes for Detecting Volatile Amines in Fish Spoilage." Molecules 24, no. 20 (2019): 3673. http://dx.doi.org/10.3390/molecules24203673.

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Colorimetric indicators are versatile for applications such as intelligent packaging. By interacting with food, package headspace, and/or the ambient environment, color change in these indicators can be useful for reflecting the actual quality and/or monitoring distribution history (e.g., time and temperature) of food products. In this study, indicator dyes based on cinnamil and quinoxaline derivatives were synthesized using aroma compounds commonly present in food: diacetyl, benzaldehyde, p-tolualdehyde and p-anisaldehyde. The identities of cinnamil and quinoxaline derivatives were confirmed

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Ramazani, Ali, Yavar Ahmadi, and Roghayeh Tarasi. "ChemInform Abstract: Efficient One-Pot Synthesis of Disubstituted 1,3,4-Oxadiazole Derivatives from the Reaction of (N-Isocyanimino)triphenylphosphorane, Acetaldehyde, a Secondary Amine, and an Electron-Poor (E)-Cinnamic Acid." ChemInform 42, no. 17 (2011): no. http://dx.doi.org/10.1002/chin.201117142.

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Peperidou, Aikaterini, Eleni Pontiki, Dimitra Hadjipavlou-Litina, Efstathia Voulgari, and Konstantinos Avgoustakis. "Multifunctional Cinnamic Acid Derivatives." Molecules 22, no. 8 (2017): 1247. http://dx.doi.org/10.3390/molecules22081247.

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Jacob, B. B., H. Baba, and J. O. Oluwadiya. "Synthesis, Characterization and evaluation of Anti-inflammatory and Antimicrobial Properties of some Cinnamic Acid Derivatives." Nigerian Journal of Pharmaceutical Research 16, no. 1 (2020): 1–8. http://dx.doi.org/10.4314/njpr.v16i1.1.

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Background: Cinnamic acid and derivatives are widely spread in plants. They are important intermediates in the synthesis of many aromatic compounds and are known to have diverse biological activities.Objectives: To synthesize, characterize and evaluate some cinnamic acid derivatives, for possible antimicrobial and anti-inflammatory activities.Material and methods: Different cinnamic acid derivatives were synthesized by Knoevenagel condensation reaction between malonic acid and various derivatives of benzaldehydes in the presence of pyridine and hydrochloric acid. The cinnamic acid epoxide was

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Ernawati, Teni, Maksum Radji, Muhammad Hanafi, Abdul Mun’im та Arry Yanuar. "Cinnamic Acid Derivatives as α-Glucosidase Inhibitor Agents". Indonesian Journal of Chemistry 17, № 1 (2017): 151. http://dx.doi.org/10.22146/ijc.23572.

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This paper reviews biological activity of some cinnamic acid derivative compounds which are isolated from natural materials and synthesized from the chemical compounds as an agent of α-glucosidase inhibitors for the antidiabetic drug. Aegeline, anhydroaegeline and aeglinoside B are natural products isolated compounds that have potential as an α-glucosidase inhibitor. Meanwhile, α-glucosidase inhibitor class of derivatives of cinnamic acid synthesized compounds are p-methoxy cinnamic acid and p-methoxyethyl cinnamate. Chemically, cinnamic acid has three main functional groups: first is the subs

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Katsuragi, Hisashi, Kei Shimoda, Ryohei Yamamoto, Kohji Ishihara, and Hiroki Hamada. "Glycosylation of Capsaicin Derivatives and Phenylpropanoid Derivatives Using Cultured Plant Cells." Biochemistry Insights 4 (January 2011): BCI.S6682. http://dx.doi.org/10.4137/bci.s6682.

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Biotransformations of capsaicinoids such as capsaicin and 8-nordihydrocapsaicin and phenylpropanoids such as cinnamic acid, p-coumaric acid, caffeic acid, and ferulic acid have been investigated using cultured plant cells. Capsain and 8-nordihydrocapsaicin were converted into the corresponding glycosides which are three glycosides respectively using the cultured cells of Catharanthus roseus. In a time-course study under sterile conditions, the changes in amounts of their reaction products were determined. Furthermore phenypropanoid, such as cinnamic acid, p-coumaric acid, caffeic acid and feru

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Prakash, N. S., Devendra Reddy, R. Sundaram, et al. "Identification and quantification of cinnamic acid derivatives in Cichorium intybus seed and its extract by High- Performance Liquid Chromatography with Diode-Array Detector (HPLC-DAD) and Electrospray Ionization Mass Spectrophotometry (LC-MS/MS)." Universities' Journal of Phytochemistry and Ayurvedic Heights I, no. 34 (2023): 1–16. http://dx.doi.org/10.51129/ujpah-2022-34-1(1).

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A sensitive method coupling high-performance liquid chromatography (HPLC) with diode –array detector (DAD) and electrospray ionization mass spectrometry (MS) was optimized for separation, identification, and quantification of cinnamic acid derivatives in Cichorium intybus seed and its extract. Cinnamic acid derivatives such as chlorogenic acid, caffeic acid and Chicoric acid were quantified using respective standards. Apart from 4-o-Caffeoylqunic acid, other cinnamic acid derivative such as 3-o-caffeoylquinic acid was also identified and quantified by UV and MS/MS spectra and calculated as tot

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